The Louis Shulman Podcast

By Louis Shulman
  • 5.0 (87)
  • MARKETING
  • UPDATED BIWEEKLY

Documenting the entrepreneurial journey. louisshulmanpod.substack.com

  1. 12/04/2025

    Building a 65K+ Subscriber Psychedelic Newsletter In 23 Months 🍄

    Henry Winslow is the founder and editor of Tricycle Day, a twice-weekly newsletter that distills psychedelic research, policy, and culture into a 10-minute read. In just two years, Henry’s grown an audience of over 65,000 subscribers by combining brute-force outreach, diversified revenue streams, and community building. In This Episode, We Cover: (05:39) Evolving Tricycle Day’s Business Model (08:04) Growing Subscribers with Brute Force (11:08) Newsletter Formats: Roundup vs. Q&A (16:36) Turning Readers into a Community (22:19) Upstream Marketing: From Problem to Solution (28:06) Email Deliverability & Censorship Battles (34:00) Customizing Your Community Platform (39:22) Using Events to Build Your Brand (45:01) The MDMA Therapy Approval Rollercoaster This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit louisshulmanpod.substack.com

    51 min

  2. 08/13/2025

    Maximizing Newsletter Sponsorships with Dan Barry

    Dan Barry’s Ad Sales as a Service helps media brands (especially newsletters) land more direct sponsorships and ad deals. In this episode, Dan reveals the three biggest pitching mistakes and their simple fixes that will maximize your sponsorship ROI. Chapters: (00:00) Three Sponsorship Mistakes to Avoid (05:33) Why Newsletter Sponsorships Stand Out (10:53) Earning Sponsor Trust Quickly (20:39) The Best Time to Monetize (26:07) Essential Sales Skills for Sponsorship Pitches (31:35) Boosting CPMs (37:02) Low-Budget Marketing Hacks (43:33) Crafting High-Conversion Lead Magnets This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit louisshulmanpod.substack.com

    47 min

  3. 07/01/2025

    How Nic Gained 7,000 Newsletter Subscribers in 2 Weeks

    Nic Conley built his B2B sales newsletter, The Follow Up, to 7,000 subscribers in only 2 weeks. We sat down with Nic to break down exactly how he did it. Chapters: (02:04) Launching The Follow Up with the "Early Referral" Experiment (07:42) Scaling with Paid Ads: Facebook & Twitter Tactics (10:33) Owning Local Distribution (21:22) Learning From Reader Replies (30:00) Debriefing Virality vs Audience Fit (35:00) Newsletter Advertising for Brand Marketing (42:11) Content Lessons from the Wolf of Wall Street Learn More About Orbit Marketing: → Visit Our Website: https://orbitmarketing.io/ → Book A Call: https://api.leadconnectorhq.com/widget/booking/onkh0t7y3dIlC2Njpybl → Join Our Newsletter: https://newsletter.orbitmarketing.io/ Connect with Nic Conley: → Nic Conley's LinkedIn: https://www.linkedin.com/in/nicholasaconley/ → Nic Conley's IG: https://www.instagram.com/itsnicconley/ → Nic Conley's Twitter: https://x.com/niconley → Nic Conley's YouTube: https://www.youtube.com/channel/UCj88BHCCZgiBYNv4QryNEdQ Read The Follow Up: → The Follow Up's LinkedIn: https://www.linkedin.com/company/the-follow-up/ → The Follow Up's Website: https://www.jointhefollowup.com/subscribe This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit louisshulmanpod.substack.com

    54 min

  4. 06/24/2025

    How To Build A Community-Driven Internet Business

    Jordan Mix is the Operating Partner at Late Checkout, a holding company that creates, grows, and buys "community-based" products. In This Episode We Cover: (05:16) Simple, Effective B2B Newsletter Playbooks (09:49) High-ROI Outreach (“Shake the Tree”) (12:40) Monetizing Micro-Lists (200 subs → $10k+) (14:50) The Power of Parasocial Relationships (17:36) Why Making Content Makes You Better At Sales (27:30) Experimentation vs Focus (30:05) Permissionless Projects & Cold DMs (33:30) Using Free Work to Reduce Customer Acquisition Costs (38:52) Building Engaged Communities with AI Learn More About Orbit Marketing: → Visit Our Website: https://orbitmarketing.io/ → Book A Call: https://api.leadconnectorhq.com/widget/booking/onkh0t7y3dIlC2Njpybl → Join Our Newsletter: https://newsletter.orbitmarketing.io/ Connect with Jordan Mix from Late Checkout: → Late Checkout: https://www.latecheckout.studio/ → Late Checkout LinkedIn: https://www.linkedin.com/company/late-checkout/ → Jordan's LinkedIn: https://www.linkedin.com/in/jordan-mix1/ → Jordan's Twitter: https://x.com/jrdnmix Watch on Youtu This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit louisshulmanpod.substack.com

    44 min

  5. 04/29/2025

    Nick Huber: How to Get Rich Doing Boring Things

    Nick Huber built his business empire not by chasing revolutionary ideas, but by mastering the art of executing simple things exceptionally well. In his new book, The Sweaty Startup: How to Get Rich Doing Boring Things, Nick shares a refreshingly practical blueprint for entrepreneurial success. In this episode, Nick breaks down why boring businesses win, how to pick the right opportunities, and what it really takes to build wealth without chasing unrealistic dreams. In This Episode, We Cover: * (00:00) Why most people misunderstand entrepreneurship * (03:04) How to choose the right business by analyzing your competition * (06:47) Why "follow your passion" is terrible advice if you want to build a real business * (10:01) How to stand out in crowded online markets * (13:28) The expensive but necessary steps to decouple yourself from sales and operations * (16:08) Guerrilla marketing tactics that actually work (and how Nick used sidewalk chalk to scale a business) * (20:29) The three assets every entrepreneur must build: cash, network, and operational skills * (24:56) When to expand beyond one business—and when to stay focused * (30:00) Why understanding human selfishness is the key to better sales, networking, and hiring * (36:42) Nick’s approach to raising $20M for a private equity deal Nick’s philosophy is simple but powerful: operators get paid, not idea guys. If you want a proven roadmap to building wealth without reinventing the wheel, this conversation is a must-listen. Learn More About Orbit Marketing: * Visit Our Website * Book A Call * Subscribe To The Orbit Marketing Newsletter Connect with Nick Huber: * Nick's LinkedIn * Nick Huber's Website * Nick Huber's Podcast Learn More About The Sweaty Startup * The Sweaty Startup's Instagram * The Sweaty Startup's X * The Sweaty Startup's YouTube * The Sweaty Startup's TikTok * The Sweaty Startup's Threads * The Sweaty Startup's Podcast * The Sweaty Startup's Website * Buy The Sweaty Startup Book * Buy The Book in the UK * Download 500+ Sweaty Startup Business Ideas Nick’s Companies: * Learn More About Bolt Storage * Learn More About ReCostSeg * Learn More About AdRhino * Learn More About Spidexx * Learn More About Bold SEO * Learn More About WebRun * Learn More About Titan Risk * Learn More About RecruitJet * Learn More About The Huber Method This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit louisshulmanpod.substack.com

    51 min

  6. 04/01/2025

    Building Upward News from ZERO to 300,000 Readers with Ariel David

    Ariel David credits Upward News's success to one powerful strategy: building an engaged, loyal email list. As the founder and Editor-in-Chief of Upward News, Ariel has grown the platform to over 400,000 readers across social media, providing must-know U.S. news and insights. In This Episode We Cover: ((00:00) The Power of an Owned Audience (06:37) Building Trust in Independent Journalism r (20:02) Challenges in Journalism and Censorship (26:34) The Evolution of Instagram Growth Tactics (33:07) Understanding Lead Indicators in Social Media (39:45) Bias in The New York Times Opinion Section (46:30) Unexpected Benefits of Content Creation (53:18) Passion Over Networking This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit louisshulmanpod.substack.com

    1 hr

  7. 03/10/2025

    How Dakota Raised $30 Billion For Their Clients

    Gui Costin is the Founder & CEO of Dakota, an expert in fundraising, and a trusted coach for investment firms. Dakota specializes in helping boutique investment managers raise capital and grow their businesses, providing services and software that have contributed to raising over $30 billion since 2006. In This Episode We Cover: (00:00) Why Sales is Emotionally Challenging (03:02) Mastering Cold Outreach (06:09) Gui’s Core Principles (09:28) The Importance of Believing in Your Product (12:29) Understanding Millennial Buying Behavior (15:49) Strategies for Creating a Valuable Email Newsletter (25:36) Networking Strategies (28:49) Leveraging SEO (35:18) Lessons Learned from Russell Brunson Learn More About Orbit Marketing: → Visit Our Website: https://orbitmarketing.io/ → Book A Call: https://api.leadconnectorhq.com/widget/booking/onkh0t7y3dIlC2Njpybl → Join Our Newsletter: https://newsletter.orbitmarketing.io/ Connect Gui Costin and Dakota: → Dakota's Website: https://www.dakota.com/ → Dakota's LinkIn: https://www.linkedin.com/company/dakota-about/ → Gui's LinkIn: https://www.linkedin.com/in/guicostin/ → Gui's Website: https://www.guicostin.com/ This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit louisshulmanpod.substack.com

    38 min

  8. 02/17/2025

    How Dickie Bush Runs His Online Empire

    Dickie Bush is the Co-Founder of Ship 30 for 30, Premium Ghostwriting Academy (PGA), and Write With AI, where he helps freelance writers, ghostwriters, and entrepreneurs scale their writing businesses with cutting-edge strategies and tools. At PGA, Dickie equips writers to become premium ghostwriters, land high-value clients, and build thriving ghostwriting agencies. With Write With AI, he shares actionable insights on leveraging AI platforms like ChatGPT to become your own Digital Writing Assistant. In this video, Dickie dives into the latest trends in digital consumption growth, strategies for differentiating in saturated markets, and optimizing content for revenue growth. He also shares practical tips on building a successful newsletter, managing financial risks in entrepreneurship, and creating social proof for online courses. Dickie emphasizes the power of consistency in mentorship, personal habits in driving sales success and using internal insights to craft impactful content. If you want to improve sales funnels, tackle cold traffic, and overcome ad fears, this episode offers insights to scale your business and seize new opportunities. Chapters: (03:47) Trends in Digital Consumption Growth (07:47) Strategies for Differentiating in Physical Delivery Markets (11:47) Optimizing Content for Revenue Growth (15:44) The Power of a Weekly Newsletter (19:40) Navigating Financial Risks in Entrepreneurship (23:29) Building Social Proof for Online Courses (31:28) The Importance of Consistency in Mentorship (35:18) The Role of Personal Habits in Sales Success (39:12) Leveraging Internal Insights for Content Creation (43:11) Optimizing Employee Efficiency and Responsibilities (50:46) Sales Funnel Metrics (54:53) The Challenges of Selling to Cold Traffic (59:07) Overcoming Fear of Paid Advertising This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit louisshulmanpod.substack.com

    1h 4m
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5
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87 Ratings

About

Documenting the entrepreneurial journey. louisshulmanpod.substack.com

Information

  • Creator
    By Louis Shulman
  • Years Active
    2020 - 2025
  • Episodes
    215
  • Rating
    Clean
  • Copyright
    © Orbit Metrics, Inc
  • Show Website
    The Louis Shulman Podcast